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Journal of the American Chemical Society

Chemistry of N-haloamines. XXIV. Behavior of N, N-dichloroamides and N, N-dichlorocarbamates toward nucleophiles

RE White, P Kovacic

文献索引:White,R.E.; Kovacic,P. Journal of the American Chemical Society, 1975 , vol. 97, p. 1180 - 1184

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被引用次数: 11

摘要

Abstract: Exposure of N, N-dichloroamides and N, N-dichlorocarbamates to sodium methoxide or potassium hydroxide in methanol gave moderate to high yields of the corresponding methyl esters and nitrogen gas. The reaction appears to involve chloronitrene (4) as an intermediate via dichloroamide ion (3). The low relative rate of nitrogen evolution from N, N-dichlorourethane (10) vs. rert-butyl N, N-dichlorocarbamate ( ...